Five novel taxanes from Taxus canadensis

被引:24
|
作者
Zamir, LO
Zhang, JZ
Wu, JH
Sauriol, F
Mamer, O
机构
[1] Univ Quebec, Inst Armand Frappier, INRS, Laval, PQ H7N 4Z3, Canada
[2] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
[3] McGill Univ, Biomed Mass Spectrometry Unit, Montreal, PQ H3A 1A3, Canada
来源
JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 09期
关键词
D O I
10.1021/np990160s
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Five novel taxanes (1-5) have been isolated from the needles of Taxus canadensis, and their structures were elucidated on the basis of spectroscopic data. Two of these taxanes have structural features seldom found in yews, with a C-12, C-13 double bond and a hydroxymethylene at C-4. In addition, the 2D structures generated by molecular modeling of taxanes 1 and 2, differing mostly in the location of the double bond in ring A, were compared. The different conformation of ring A derived from the C-12, C-13 double band is particularly interesting because it implies that if a Taxol (paclitaxel) side chain were attached to C-13 it would have a different orientation from that in paclitaxel.
引用
收藏
页码:1268 / 1273
页数:6
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